Winning Friends – Details, episodes & analysis

Grab your favourite drink, get ready for business truth-bombs, and meet your new friends on our first-ever Winning Friends episode. Logan Merrick and Dylan Hey are your connection makers, introducing you to new friends – and their ideas – on every episode.

First up is Avery Schrader, founder of Modash, an influencer marketing platform with a fresh $12M in funding that’s trusted by heavy-hitting brands like Stanley, Birkenstock, and Mont Blanc.

Avery shares his behind-the-scenes experiences of:
- making brands succeed with creator campaigns
- building brand love
- how AI is shaping the creator and marketing spaces
- the biggest mistakes he sees in e-commerce.

Friends don’t let friends miss an episode – watch and share today.
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

What if the most valuable business insights didn’t come from boardrooms – but from honest, unfiltered conversations over coffee?
At Winning Friends, we believe the real breakthroughs happen when entrepreneurs open up. That’s why we’re capturing the stories, mindset shifts, and tactical moves that rarely get shared – but can make all the difference.
Each month, join hosts Logan Merrick and Dylan Hey – successful founders and global entrepreneurs – as they sit down with extraordinary guests: from chart-topping artists to billion-dollar startup founders. No fluff, no jargon – just sharp insights, real stories, and global strategies you can use in your own journey.
Discover how authentic connections and digital tools can unlock opportunities around the world. Learn what it really takes to build business beyond borders – and why community, curiosity, and friendship might be your most powerful assets.
Winning Friends is powered by e-Residency of Estonia – where entrepreneurs go to do business 100% digitally, from anywhere in the world 👉 https://www.e-resident.gov.ee/
Subscribe now and join a global community of founders building without borders 👉 https://winningfriendspodcast.com/

John Rush uses an AI agent inside Discord to manage tasks, track feedback, and even support his co-makers – helping him run 24 startups with zero employees.

🎧 Catch the full episode to learn how automation is changing the way founders build and scale.

Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business 100% digitally, from anywhere in the world.

Whilst most founders consider headcount a measure of success, John Rush measures freedom. From a forest near Istanbul, he runs 24 profitable startups without a single employee, using AI tools, automation, and lean partnerships.

Known as the most automated entrepreneur on Earth, John reveals how he makes it work:

⚡ validate ideas through stories before writing code

🤖 use prompts and “don’ts” to build with AI

📈 scale marketing through automation and personal brand

🌍 design for freedom instead of headcount

Discover his story on Winning Friends and share it with your network today.

Winning Friends is powered by e-Residency of Estonia, where founders around the world launch, run, and scale companies 100% digitally.

Jeff Pan, co-founder and CEO of Belli, optimises for frequency of failure – the more wrong approaches you cross off quickly, the faster you’ll find the right ones.
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

🎦 Watch the full episode now!

Get real tips on how to grow your network and business 👉 https://www.winningfriendspodcast.com/

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Fear of failure stops many people from trying… just about anything. Entrepreneurs can’t afford that. Instead, Jeff Pan, co-founder and CEO of Belli, suggests optimising for failure – failing often and quickly to figure out what actually works.

Jeff was an early entrepreneur who then made his way into globally known giants like Booking, McKinsey, and SpaceX. On this episode, he shares what those experiences taught him (sometimes through failure) – including the hacks entrepreneurs can use to:

💎 hone in on their niche

🤝 hire talent

🌟 execute through their values

Watch and share with your friends today!

Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

Your CV might get you in the door, but it won’t get you the job. Maarja Pärt helped to scale YOLO Group from 10 people to 1000 – and was part of the interviews for most of those hires.
She saw how the attitude and energy a person displayed in the first few minutes were usually a great guide on whether they’d fit into the startup-culture mindset of the company.
Get more scaling advice in the full episode (out now).
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

Maarja Pärt became YOLO Group’s COO in her mid-20s and quickly got used to being outside her comfort zone. Moments of self-doubt are your chances to grow – especially if you can share them with someone you trust.
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

In Maarja Pärt’s experience leading YOLO Group, a great team is made up of balanced strengths. So forget the male vs. female debate and focus on filling your leadership team with people’s individual strengths that make your company a success.
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.

Maarja Pärt of YOLO Group doesn’t believe there’s a magic recipe, but thinks finding the right partner makes a difference.
Winning Friends is powered by e-Residency of Estonia, where entrepreneurs go to do business – 100% digitally, from anywhere in the world.
🎧 Hit play on episode 2 with Maarja today!